SYNTHESIS OF 3-(3-(PHENACYL/ALKYL/BENZYLTHIO)-[1,2,4]TRIAZOLO[3,4-B][1,3,4]THIADIAZOL-6-YL)-2H-CHROMEN-2-ONES

被引:0
|
作者
Pavurala, Sreenu [1 ]
Vedula, Rajeswar Rao [1 ]
机构
[1] Natl Inst Technol, Dept Chem, Warangal 506004, Andhra Pradesh, India
关键词
Triazole; 1; 3; 4-thiadiazol; 2; 4-triazole; phenacyl bromide; coumarin; ANTITUBERCULOSIS ACTIVITY; DERIVATIVES;
D O I
10.1080/10426507.2013.798790
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Reaction of coumarin-3-carboxylic acid with 3,5-di mercapto-4-amino-s-triazole in POCl(3)to generate 3-(3-mercapto-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl)-2H-chromen-2-one (3). Reaction of 3 with different substituted phenacyl/benzyl/allyl bromides in anhydrous ethanol gave corresponding 3-(3-(phenacyl/alkyl/benzylthio)-[1,2,4]triazolo[3,4-b][1,3,4] thiadiazol-6-yl)-2H-chromen-2-ones 5. The structures of newly prepared compounds were confirmed by their analytic and spectral data.
引用
收藏
页码:143 / 148
页数:6
相关论文
共 50 条
  • [21] Crystal structure of 6-(4-chlorophenyl)-3-(thiophen-2-yl)-[1,2,4]triazolo[3,4-b][1,3,4]-thiadiazole, C13H7ClN4S2
    Al-Omary, Fatmah A. M.
    Ghabbour, Hazem A.
    AlRabiah, Haitham
    Al-Wahaibi, Lamya H.
    El-Emam, Ali A.
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2016, 231 (03): : 931 - 932
  • [22] Multi-component Synthesis of 3-{3-[2-(1H-Indol-3-yl) ethyl]}-2,3-dihydro-2-(aryliminothiazol-4-yl)-2H-chromen-2-ones
    Aychiluhim, Tewodros Birhanu
    Rao, Vedula Rajeswar
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2014, 46 (01) : 66 - 75
  • [23] Synthesis and Crystal Structure of 3-Benzyl-6-trichloromethyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
    Zhang Jing
    Lei Xin-Xiang
    Zhang Li-Xue
    Zhou Chang-Feng
    Fu Xiao-Dan
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2009, 28 (08) : 931 - 934
  • [24] Effective synthesis of 7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazines
    Kulikov, Alexander S.
    Epishina, Margarita A.
    Fershtat, Leonid L.
    Makhova, Nina N.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2018, 54 (06) : 669 - 672
  • [25] Synthesis and Characterization of Some New4-Methyl-N-{4-[6-(substituted aryl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-3-yl]-phenyl}-benzenesulfonamides
    Al-Hamad, Maha A.
    Al-Sabawi, Ammar H.
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2023, 33 (01) : 109 - 113
  • [26] Synthesis of some new [1,2,4]triazolo[3,4-b][1,3,4]thiadiazines and [1,2,4]triazolo[3,4-b][1,3,4] thiadiazoles starting from 5-nitro-2-furoic acid and evaluation of their antimicrobial activity
    Badr, Sahar M. I.
    Barwa, Rasha M.
    BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (15) : 4506 - 4512
  • [27] SYNTHESIS AND BIOLOGICAL ACTIVITIES OF 3-{6-[3-(SUBSTITUTED PHENYL)1-PHENYL-1H-PYRAZOL-4-YL]-2-THIOXO-1,2,5,6-TETRAHYDROPYRIMIDIN-4YL}-2H-CHROMEN-2-ONES
    Goudgaon, N. M.
    Sheshikant, B. U.
    Dhage, Deepa
    HETEROCYCLIC LETTERS, 2012, 2 (02): : 154 - 161
  • [28] Synthesis and Biological Evaluation of Novel Bis[1,2,4]triazolo[3,4-b] [1,3,4]oxadiazoles
    Reddy, Ch. Sanjeeva
    Devi, M. Vani
    Kumar, G. Rajesh
    Sunitha, M.
    Nagaraj, A.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 50 (03) : 557 - 562
  • [29] Synthesis, X-ray structure, tautomerism aspect, and chemical insight of the 3-(1H-Indol-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-ol
    Boraei, Ahmed T. A.
    Haukka, Matti
    Soliman, Saied M.
    Barakat, Assem
    JOURNAL OF MOLECULAR STRUCTURE, 2021, 1227
  • [30] Efficient and Convenient Protocol for the Synthesis of Novel 1,2,4-Triazolo[3,4-b][1,3,4]Thiadiazines
    Foroughifar, Naser
    Mobinikhaledi, Akbar
    Ebrahimi, Sattar
    SYNTHETIC COMMUNICATIONS, 2010, 40 (16) : 2421 - 2428